[(2R)-1-(2,6-Dimethylphenoxy)propan-2-yl]azanium;chloride

Base Information

• Chemical Name: [(2R)-1-(2,6-Dimethylphenoxy)propan-2-yl]azanium;chloride
• CAS No.: 81771-86-0
• Molecular Formula: C11H17 N O . Cl H
• Molecular Weight: 215.723
• Mol file: 81771-86-0.mol

Synonyms:[(2R)-1-(2,6-Dimethylphenoxy)propan-2-yl]azanium;chloride

Chemical Property of [(2R)-1-(2,6-Dimethylphenoxy)propan-2-yl]azanium;chloride

Chemical Property:

• PSA: 35.25000
• LogP: 3.53170
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 215.1076919
• Heavy Atom Count: 14
• Complexity: 139

Purity/Quality:

97% ^*data from raw suppliers

R-(-)-MexiletineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OCC(C)[NH3+].[Cl-]
• Isomeric SMILES: CC1=C(C(=CC=C1)C)OC[C@@H](C)[NH3+].[Cl-]
• Uses: The R-enantiomer of Mexiletine (M340800). Antiarrhythmic (class IB).

Technology Process of [(2R)-1-(2,6-Dimethylphenoxy)propan-2-yl]azanium;chloride

There total 5 articles about [(2R)-1-(2,6-Dimethylphenoxy)propan-2-yl]azanium;chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

(R)-N-(1-(2,6-dimethylphenoxy)propan-2-yl)-tert-butanesulfinamide → (2R)-1-(2',6'-dimethylphenoxy)-2-aminopropane hydrochloride (81771-86-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1016/j.tetlet.2015.05.041

Reference yield:

(2,6-dimethylphenoxy)-2-propanone (53012-41-2) → (2R)-1-(2',6'-dimethylphenoxy)-2-aminopropane hydrochloride (81771-86-0)

Guidance literature:

Multi-step reaction with 3 steps

1: titanium(IV) tetraethanolate / neat (no solvent) / 1 h / Microwave irradiation; Sealed tube

2: L-Selectride / tetrahydrofuran / 5 h / -45 °C

3: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; titanium(IV) tetraethanolate; L-Selectride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.tetlet.2015.05.041

Reference yield:

C15H23NO2S → (2R)-1-(2',6'-dimethylphenoxy)-2-aminopropane hydrochloride (81771-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: L-Selectride / tetrahydrofuran / 5 h / -45 °C

2: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; L-Selectride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.tetlet.2015.05.041

upstream raw materials:

(R)-2-aminopropan-1-ol

(2,6-dimethylphenoxy)-2-propanone

(R)-mexiletine

Refernces

• 1、 Ryan, Daniel A.,Okolotowicz, Karl J.,Mercola, Mark,Cashman, John R.. "Stereoselective synthesis of mexiletine and structural analogs with chiral tert-butanesulfinamide". supporting information. p. 4195 - 4199. Retrieved 2015/06/22.